Azo coloring-matter.



UNITED STATES PATENT oEEIoE.

KURT DES AMARI. OF COLOGNE. GERMANY. ASSIGNOR TO SYNTHETIC PATENTS 00..INCL, OF NEW YORK. N. Y.. A CORPORATION OF NEW YORK.

AZO COLORING-MATTER.

No Drawing.

To all whom it m (/y (mirror/I Be "it known that I, Kru'r Dnsnnm. doctorof technical arts. chemist. citizen of the German Empire. residing at(clogneon'the-Rhine. (lei-many. ha e invented new and usefulImprovements in Azo (ohningL Matters, oi which the following is a specification.

l have found that by coupling the diazo compounds prepared from thecarlmxylic acids obtainable by oxidation of acetyldehydrotliiotoluidinsand subsequent saponification e. g.

CUUH

with an aceto-acetic-arylamid having most probably the formula: CH OCH.(O-NHR. (R an aryl c. g. C. H C I-LC()OH. -C,.H CH.,, -C H ()Cll...coloring matters having in a free state most probably the formula:

cooH Specification of Letters Patent.

Application filed April 1, 1914.

drothiotolnidin and by subsequent saponitication ot' the product ofoxidation, the para ainino )henylphenthiazole carboxylic acid. arediazotized with 39 parts of sodium nitrate and 110 parts of concentratedHCl. solution of 1421 parts of aceto-aceticenilid 7 para carboxylic acid{CH CO (II -(U NII -C H.-COOH) in 120 parts ol caustic soda lye (33 percent.) is added to the resulting diazo solution to which an excess ofsodium bicarbonate has been added and which has to be kept at atemperature of from O-5 C. The combination is soon finished. The easilysoluble dyestutl' is isolated by salting it out. It dyes cotton in purevery greenish-yellow shades. It has in a free state most probably theformula:

i 00 B (lH-NzN u- --coon Example 2: 270 parts ofpara-aminophenyl-phenthiazole-carboxylic acid are diazotixed and asolution of 207 parts of nceto acetic para anisidid: (CH -CO CH. .C()NHCH OCH in the calculated quantity of caustic soda lye is added to thediazo solution to which an excess of sodium bicarbonate has been added.The dyestuif thus obtained is isolated by salting it out. It dyes cottonin pure yellow shades.

I claim:-

1. The new dyestuffs derivable from a diazotized paraaminophenylphenthiazole earbox vlic acid and acetoacetic arylamid havingin a Free state most probably the formula:

which are in the shape of their sodium salts a fter being dried andpulverized yellowish powders soluble in water with a yellowishcoloration: yielding upon reduction with stannous chlorid andhydrochloric acid a para amino a ryl phenthiazole-carboxylic a id: anddyeing cotton yellow shades, substantiall asidescribed.

:2. The new dyestufl derivable from diafter being dried and pulverized ayellowish 15 azotized para-aminophenylphenthiazolepowder soluble inWater with a yellowish carboxylic acid andalcem-acetic'anilidcoloration; yielding upon reduction with carboxylicacid having in a free state most stannous chloricl and hydrochloric acid5 probably the formula: para aminophenylphenthiazole carboxylic acid;and dyeing cotton in pure greenish- 20 do 8 yellow shades, substantiallyas described.

4 C/ In testrmony whereof I have hereunto set 10 lH-NzN- \COOH my; handn the presence of two subscribing W1 nesses. KURT DESAMARI. CONH\ 00HVltHBSSES 1 LOUIS VANDORY,

which is in the shape of its sodium salt HANS BRfiCKNER It is herebycertified that in Letters Patent No. 1,125,073, granted January 19, 1915upon the application of Kurt Desamari, of Cologne, Germany, for animprovement in Azo Coloring-Matters," errors appear in the printedspecification requiring, correction as follows: Page 1 line 61, for theword nitrate read nitrite; page 2, line 10, on the left-hand side of thesecond benzene-ring insert the letter N; and that the said LettersPatent should be read with these corrections therein that thr mmr mayconform to the record of the casein the Patent Office.

Signed and sealed this 13th day of April, A. D., 19l5.

[SEAL] J. T. NEWTON,

Acting Commissioner of Patents.

